2-chloro-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium chloride

• ChemBase ID: 149222
• Molecular Formular: C5H10Cl2N2
• Molecular Mass: 169.0523
• Monoisotopic Mass: 168.02210369
• SMILES: CN1CC[N+](=C1Cl)C.[Cl-]
• Canonical SMILES: CN1CC[N+](=C1Cl)C.[Cl-]
• InChI: InChI=1S/C5H10ClN2.ClH/c1-7-3-4-8(2)5(7)6;/h3-4H2,1-2H3;1H/q+1;/p-1
• InChIKey: AEBBXVHGVADBHA-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium chloride
• IUPAC Traditional name: 2-chloro-1,3-dimethyl-4,5-dihydroimidazol-1-ium chloride
• Synonyms: 2-Chloro-1,3-dimethylimidazolinium chloride; 2-Chloro-1,3-dimethyl-4,5-dihydroimidazolium Chloride; 2-Chloro-1,3-dimethylimidazolinium Chloride (90%); 2-Chloro-4,5-dihydro-1,3-dimethyl-1H-imidazolium chloride; DMC; 2-Chloro-1,3-dimethylimidazolinium chloride; 2-氯-1,3-二甲基氯化咪唑啉

Database IDs

• CAS Number: 37091-73-9
• MDL Number: MFCD09039290
• PubChem SID: 162243390; 24877665
• PubChem CID: 10176306

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.878463
• LogD (pH = 7.4): -2.878463
• Log P: -2.878463
• Molar Refractivity: 46.4667 cm^3
• Polarizability: 13.249006 Å^3
• Polar Surface Area: 6.25 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol; Water
• Apperance: Brown Solid
• Melting Point: 100-103°C; 133-140 °C(lit.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C5H10Cl2N2

DETAILS

Sigma Aldrich - 529249

Application
Activating agent in total synthesis of macroviracin A,7 cycloviracin B1,8 and cyclic silanes.9
Reagent for synthesis of: Tagged glucose as an intermediate in the synthesis of branched oligosaccharides1 Fluorescent chemosensors2 1,2-Diamines as inhibitors of co-activator associated arginine methyltransferase 13 Allosteric glucokinase activators4Reactant for synthesis of: Organic azides from primary amines5Reagent for aza-Henry reactions6
Packaging
5, 25, 100 g in glass bottle

Toronto Research Chemicals - C365695

Used in the one-pot synthesis of 2-aminobenzimidazoles.

REFERENCES

• Artman, G.D., et al.: Tetrahedron Lett., 51, 5319 (2010)